Organic field-effect transistors based on two phenylene-thiophene oligomer derivatives with a biphenyl or fluorene core

被引:15
作者
Duan, Zongfan [1 ,2 ]
Hu, Dengwei [3 ]
Ohuchi, Hirokuni [1 ]
Zhao, Maiqun [2 ]
Zhao, Gaoyang [2 ]
Nishioka, Yasushiro [1 ]
机构
[1] Nihon Univ, Coll Sci & Technol, Funabashi, Chiba 2748501, Japan
[2] Xian Univ Technol, Sch Mat Sci & Engn, Xian 710048, Shaanxi, Peoples R China
[3] Baoji Univ Arts & Sci, Dept Chem & Chem Engn, Baoji 721013, Shaanxi, Peoples R China
关键词
Organic semiconductor; Organic field-effect transistor; Oligomers; THIN-FILM TRANSISTORS; SEMICONDUCTING MATERIALS; PERFORMANCE; CRYSTALS;
D O I
10.1016/j.synthmet.2012.05.002
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
The synthesis and full characterization are described of two phenylene-thiophene oligomer derivatives, 2,7-bis[5-(4-n-hexylphenyl)-2-thienyl]fluorene (HPTFTPH) and 4,4'-bis[5-(4-n-hexylphenyl)-2-thienyl]biphenyl (HPTPPTPH), which are based on a structural combination of a fluorene or biphenyl core, thienyl units, and end-cap hexylphenyl groups. Remarkable shifts in the UV-vis and photoluminescence spectra of thin films relative to their solutions indicate the existence of strong intermolecular pi-pi interactions in the solid state of the two oligomers. In addition, relatively large energy gaps and low highest occupied molecular orbital energy levels imply that the two oligomers are promising and durable semiconducting materials. Thin-film organic field-effect transistor devices based on the two oligomers show good p-type performances with high hole mobilities. The highest mobility (0.20 cm(2)/Vs) was obtained for the HPTPPTPH oligomer with biphenyl core. (c) 2012 Elsevier B.V. All rights reserved.
引用
收藏
页码:1292 / 1298
页数:7
相关论文
共 24 条
[1]   Functionalized acenes and heteroacenes for organic electronics [J].
Anthony, John E. .
CHEMICAL REVIEWS, 2006, 106 (12) :5028-5048
[2]   Thin film transistors based on alkylphenyl quaterthiophenes: Structure and electrical transport properties [J].
Fritz, Sandra E. ;
Mohapatra, Siddharth ;
Holmes, Brian T. ;
Anderson, Amelia M. ;
Prendergast, Cathal F. ;
Frisbie, C. Daniel ;
Ward, Michael D. ;
Toney, Michael F. .
CHEMISTRY OF MATERIALS, 2007, 19 (06) :1355-1361
[3]   Organic solar cells based on the spin-coated blend films of TPA-th-TPA and PCBM [J].
He, Chang ;
He, Qingguo ;
He, Youjun ;
Li, Yongfang ;
Bai, Fenglian ;
Yang, Chunhe ;
Ding, Yuqin ;
Wang, Lingxuan ;
Ye, Jianping .
SOLAR ENERGY MATERIALS AND SOLAR CELLS, 2006, 90 (12) :1815-1827
[4]  
Ichikawa M, 2002, ADV MATER, V14, P1272, DOI 10.1002/1521-4095(20020916)14:18<1272::AID-ADMA1272>3.0.CO
[5]  
2-F
[6]   New dithieno[3,2-b:2′,3′-d]thiophene oligomers as promising materials for organic field-effect transistor applications [J].
Iosip, MD ;
Destri, S ;
Pasini, M ;
Porzio, W ;
Pernstich, KP ;
Batlogg, B .
SYNTHETIC METALS, 2004, 146 (03) :251-257
[7]   Synthesis of thiophene/phenylene co-oligomers. V. Functionalization at molecular terminals toward optoelectronic device applications [J].
Katagiri, Toshifumi ;
Ota, Satoshi ;
Ohira, Takayuki ;
Yamao, Takeshi ;
Hotta, Shu .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2007, 44 (04) :853-862
[8]   Synthesis, physical properties and self-assembly of star-shaped oligothiophenes-substituted and fused triphenylenes [J].
Luo, Jing ;
Zhao, Baomin ;
Chan, Hardy Sze On ;
Chi, Chunyan .
JOURNAL OF MATERIALS CHEMISTRY, 2010, 20 (10) :1932-1941
[9]   Oligofluorene-thiophene derivatives as high-performance semiconductors for organic thin film transistors [J].
Meng, H ;
Zheng, J ;
Lovinger, AJ ;
Wang, BC ;
Van Patten, PG ;
Bao, ZN .
CHEMISTRY OF MATERIALS, 2003, 15 (09) :1778-1787
[10]   Functional Oligothiophenes: Molecular Design for Multidimensional Nanoarchitectures and Their Applications [J].
Mishra, Amaresh ;
Ma, Chang-Qi ;
Baeuerle, Peter .
CHEMICAL REVIEWS, 2009, 109 (03) :1141-1276